Trying to give birth naturally to an 11 lb. baby. I labored for 23 hours before my sister called in her obstetrician to insist that the dork who was my OB give me a cesarean. I truly thought I was going to die from the pain and the extreme exhaustion. That was 29 years ago and honestly, I never really did totally recover.

Next to that, kidney stones.

After that, a rotator cuff (shoulder) tear.

I'll tell you what was not nearly as painful as many people think it will be - getting tattooed. I have many tattoos and while there can be moments of some intense pain, it lasts only a second and the whole thing is a lot more fun than it is painful.